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Chemical Structure| 16861-22-6 Chemical Structure| 16861-22-6

Structure of 16861-22-6

Chemical Structure| 16861-22-6

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Product Details of [ 16861-22-6 ]

CAS No. :16861-22-6
Formula : C7H4Cl2O2
M.W : 191.01
SMILES Code : OC1=C(Cl)C(Cl)=C(C=O)C=C1
MDL No. :MFCD07775189

Safety of [ 16861-22-6 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of [ 16861-22-6 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 16861-22-6 ]

[ 16861-22-6 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 16861-22-6 ]
  • [ 15469-97-3 ]
  • 2,3-dichloro-4-[(1-trityl-1H-imidazol-2-yl)hydroxymethyl]phenol [ No CAS ]
YieldReaction ConditionsOperation in experiment
76% General procedure: To a solution of 1-tritylimidazole (8.12 g, 26.160 mmol) in anhydrous THF (165 mL) was added n-BuLi (1.28 M in THF, 20.0 mL, 1.67 g, 13.08 mmol) at -20°C over a period of 20 min under nitrogen atmosphere. The red solution was allowed to attain room temperature and stirred for 1 h, then cooled to -78°C. In a separate flask the appropriate aldehyde 1a?c (10.47 mmol) was dissolved in anhydrous THF (4 mL) and added to the red solution dropwise at -78 °C. The reaction mixture was stirred at -78°C for 1 h and slowly brought to room temperature during which red color tuned to yellow and then to colorless. After complete reaction, saturated NH4Cl (250 mL) was added to the reaction mixture at -78°C. The resulting mixture was extracted with EtOAc (3 x 100 mL); the organic layer was separated, washed with water, saturated NaCl, and dried over anhydrous Na2SO4. The organic layer was evaporated in vacuo and the residue washed with cold CH2Cl2. 2,3-Dichloro-4-[(1-trityl-1H-imidazol-2-yl)hydroxymethyl]phenol (3a): white solid (3.99 g, 76percent), m.p. 190.0?191.8°C. 1H-NMR (DMSO-d6) 10.42 (s, 1H, OH), 7.25?7.21 (m, 9H, trityl-H), 7.08 (d, 2H, J = 8.7 Hz, Ar-H), 7.00?6.98 (m, 6H, trityl-H), 6.67 (d, 2H, J = 4.8 Hz, imidazole-H), 5.25 (d, 1H, J = 7.8 Hz, OH), 5.18 (d, 1H, J = 7.8 Hz, CH).
 

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Technical Information

• Acidity of Phenols • Alkyl Halide Occurrence • Barbier Coupling Reaction • Baylis-Hillman Reaction • Bucherer-Bergs Reaction • Chan-Lam Coupling Reaction • Clemmensen Reduction • Complex Metal Hydride Reductions • Corey-Chaykovsky Reaction • Corey-Fuchs Reaction • Electrophilic Substitution of the Phenol Aromatic Ring • Etherification Reaction of Phenolic Hydroxyl Group • Fischer Indole Synthesis • General Reactivity • Grignard Reaction • Halogenation of Phenols • Hantzsch Dihydropyridine Synthesis • Henry Nitroaldol Reaction • Hiyama Cross-Coupling Reaction • Horner-Wadsworth-Emmons Reaction • Hydride Reductions • Julia-Kocienski Olefination • Kinetics of Alkyl Halides • Knoevenagel Condensation • Kumada Cross-Coupling Reaction • Leuckart-Wallach Reaction • McMurry Coupling • Meerwein-Ponndorf-Verley Reduction • Mukaiyama Aldol Reaction • Nozaki-Hiyama-Kishi Reaction • Oxidation of Phenols • Passerini Reaction • Paternò-Büchi Reaction • Pechmann Coumarin Synthesis • Petasis Reaction • Pictet-Spengler Tetrahydroisoquinoline Synthesis • Preparation of Aldehydes and Ketones • Preparation of Amines • Prins Reaction • Reactions of Aldehydes and Ketones • Reactions of Alkyl Halides with Reducing Metals • Reactions of Amines • Reactions of Benzene and Substituted Benzenes • Reformatsky Reaction • Reimer-Tiemann Reaction • Schlosser Modification of the Wittig Reaction • Schmidt Reaction • Stetter Reaction • Stille Coupling • Stobbe Condensation • Substitution and Elimination Reactions of Alkyl Halides • Suzuki Coupling • Tebbe Olefination • Ugi Reaction • Wittig Reaction • Wolff-Kishner Reduction

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